Pick My Trip is a web travel-planning service that turns a travel-preference quiz into destination suggestions and day-by-day itineraries. Its AI planner presents six destinations per search, each with a match score from 0 to 100%. Plans can include morning-to-evening activities, accommodation suggestions, and local tips. Trip durations range from 2 to 14 days, although Explorer itineraries are limited to 5 days. An interactive map shows destinations and their itinerary details. Users can plan collaboratively, share itineraries with friends, save trips, mark visited countries on a world map, or use destination roulette for a random destination. Explorer costs 0.00 USD per month and includes six AI destinations per search, three trip plans per day, map viewing, and roulette. Globetrotter costs 5.00 USD per month, allowing 14-day itineraries, unlimited planning and saved trips, travel tracking, and priority support.
Who it is for
Pick My Trip suits travelers who want quiz-based destination ideas, mapped itineraries, and shared planning. Explorer fits shorter trips, while Globetrotter suits people planning longer or unlimited trips.
What is good
- Generates six scored destinations per search
- Provides day-by-day activities and local tips
- Interactive map displays destination details
- Supports collaborative planning and itinerary sharing
- Free Explorer plan is available
What to know first
- Explorer itineraries stop at five days
- Explorer allows three trip plans per day
- Globetrotter costs 5.00 USD per month
Verdict
Pick My Trip combines AI destination matching with itinerary tools, mapping, and travel tracking. The paid Globetrotter plan mainly expands trip length and usage beyond Explorer’s limits.
Pick My Trip plans and pricing
All plansCompared on AI travel planners
- Free plan
- Yes
- Trip length limit
- 14 days
- Map view
- Yes
- Collaborative planning
- Yes





